Mark Your Territory Collect all the hidden Sly masks.
8-Bit Bentley Style Beat every hideout arcade's top high score.
Final Chapter? Complete every job and beat every boss in all the episodes.

Silver

Costume Party Obtain every costume in the game.
PayDay Purchase every item in ThiefNet.
Cloud City Defeat El Jefe on each tower without losing any health.
Hassan Would Be Proud Pickpocket a full collection of every item in the game.
Quarter Cruncher Unlock all 6 arcade machines.

Bronze

Family Matters Rescue Sly's long lost Cooper relative in Episode 1.
Low Calorie Sushi Complete all the jobs and beat the boss in Episode 1.
Play It Safe Unlock the Cooper Safe in Episode 1.
Gunslinger Reunite with Sly's long lost Cooper relative in Episode 2.
Dust Bunnies Complete all the jobs and beat the boss in Episode 2.
Put It In Your 401K Unlock the Cooper Safe in Episode 2.
Bigfoot For Real Track down Sly's long lost Cooper relative in Episode 3.
Bearcicle Complete all the jobs and beat the boss in Episode 3.
Savings Account Unlock the Cooper Safe in Episode 3.
Boom Stick Introduce Sly to his long lost Cooper relative in Episode 4.
I Believe the Time Is Now Complete all the jobs and beat the boss in Episode 4.
Zenny, Gil, or Just Loot Unlock the Cooper Safe in Episode 4.
I Need A Mouse Trap Meet up with an old adversary.
Keep Your Turban On Make friends with Sly's long lost Cooper relative in Episode 5.
Home Sick Complete all the jobs and beat the boss in Episode 5.
Check Please Unlock the Cooper Safe in Episode 5.
Online Shopping Make your first purchase on ThiefNet.
Sparrow Approves Use the compass many times to navigate.
Wardrobe Malfunction Unlock your first change of clothing.
Cooper Calling Card Collect your first hidden Sly mask.
Oh Look It's Shiny Pickpocket 10 unique items.
Child Of the 80's Beat the top high score of one hideout arcade.
What's Behind Door Number One? Unlock a costume gate in any episode.
Arcade Operator Repair any arcade machine.
Clockwerk Collector Collect over 20 treasures.
Apollo Wins Have the perfect workout during the Training Montage.
Get To the Chopper Don't take any damage during Up In Smoke.
The Cooper Open Have a 20 hit rally with Bentley in each hideout.
Cheers Don't miss a single glass of sarsaparilla in Saloon Bug.
Navigate Like Drake Take a look at every map in every episode.
Hubba Hubba Don't miss a beat in the Carmelita dance game.
Lunch Money Slam 100 enemies with Murray.
Unexpected Package Place 60 bombs in enemy pockets with Bentley.
Waddle Waddle Shoot 40 penguins with Carmelita.
Airborne Paraglide for at least 10 seconds without using any geysers!
Ancient Warfare 3 Crackshot 10 enemies within 65 seconds.
Crazed Climber Scale the dragon lair in under 90 seconds.
Golden Arrow Complete the archery minigame without hitting any friendly targets.
Downgrade Complete any Alter Ego without leveling up once.
Radical Ninja Stealth kill 15 enemies without alerting anyone.
Hero Tech Battle with a secret weapon.